Preparation and study of hydrides of fullerenes C60 and C70

Лобач, А. С.; Перов, А. А.; Ребров, А. В.; Roshchupkina, O. S.; Tkacheva, V.; Stepanov, A. N.

doi:10.1007/bf02495188

Cited by 33 publications

(35 citation statements)

References 22 publications

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“…The lack of any signals in the range of 3-6 ppm also reveals the absence of a Si-H bond (4.7 ppm in D4H) in 1 and 2 and rules out the additions greater than 2 per fullerene-siloxane adduct. [6,8,9] The 13 signals (30 signals assigned to the C 60 monoadduct and 12 to the C 60 trans-1-bisadduct).…”

Section: Resultsmentioning

confidence: 99%

First Homopolymerizable Monomer Containing [C₆₀]Fullerene as a Monoadduct Substituent

Ungurenasu¹,

Pinteala²

2005

Macromol. Rapid Commun.

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Summary: The hydrosilylation of C60 with 2,4,6,8‐tetramethylcyclotetrasiloxane in the presence of platinum/carbon catalyst produced the cationically polymerizable (C60HsiMeO)4 along with [(C60HsiMeO)3SiMeO]2C60H2 and a polymer consisting of C60 and (SiMeO)4 units. The synthesis and characterization of this first polymerizable tetracyclosiloxane ring system containing C60 as a monoadduct substituent are also reported.Synthesis and polymerization of 2,4,6,8‐tetramethyl‐2,4,6,8‐tetrafulleryl‐cyclotetrasiloxane.imageSynthesis and polymerization of 2,4,6,8‐tetramethyl‐2,4,6,8‐tetrafulleryl‐cyclotetrasiloxane.

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Section: Resultsmentioning

confidence: 99%

First Homopolymerizable Monomer Containing [C₆₀]Fullerene as a Monoadduct Substituent

Ungurenasu¹,

Pinteala²

2005

Macromol. Rapid Commun.

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“…5 The samples of hydrofullerene thus obtained contained 0.5--1 wt.% admixtures of anthracene according to the data ofspectrophotometric analysis. Hydrofullerene is poorly dissolved in solvents used for electrochemical studies, and its concentration in solutions was -10 -5 and ~10 -4 mol L -I in THF and CH2C12, respectively.…”

Section: Methodsmentioning

confidence: 99%

Electrochemical behavior and parameters of hydrofullerene C60H36

Лобач

Strelets

1999

Russ Chem Bull

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Electrochemistry of hydrofullerene C6oH36 was studied by cyclic voltammetry in TH F and CH2CI_~ in the -47--14 ~ temperature range. Hydrofullerene undergoes reversible oneelectron reduction to form a radical anion in THF (E ~ = -3.18 V (Fc~ Fc = ferrocene) and irreversible one-electron oxidation in CH2C12 (Ep a = 1.22 V (Fc~ The reduction potential was used to estimate electron affinity of hydrofullerene as EA = -0.33 eV. It was suggested that C60H30 is an isomer with T-symmetry in which 12 double bonds form four isolated benzenoid rings located in vertices of an imaginary inscribed tetrahedron on the molecular surface. For hydrofullerene, the ~electrochemical gap" is an analog of the energy gap (HOMO--LUMO), equal to (E ~215 -E ~r = 4.4 V, and indicates that C60H36 is a sufficiently "hard" molecule with a low reactivity in redox reactions.Key words: hydrofullerene, C60H36 . redox properties, cyclic voltammetry, electron affinity, electrochemical gap.Presently, C60H 2 and C70H 2 are the only electrochemically characterized I hydrofullerenes. It is established 2,3 that, similarly to fullerenes, the reduction of hydrofullerenes includes several one-electron, mainly reversible, steps, but with potentials 100--180 mV more negative than those for the corresponding fullerenes. In addition, C60H2 undergoes irreversible two-electron oxidation accompanied by the ejection of two protons followed by regeneration of C60 .1,2 Hydrofullerenes with a higher content of hydrogen were not electrochemically characterized. Perhaps, this is related to their very low solubility in most solvents appropriate for electrochemical studies.Electrochemistry and reactivity of both hydrofullerenes and their radical ion states are of doubtless interest. In addition to information on the reactivity of electrogenerated radical ions, these data provide valuable information on boundary orbitals (HOMO, LUMO, etc.). The problem of the structure of hydrofullerene C60H36 remains unclear up to now. 4,s The theoretical calculations predict that hydrofullerene C60H36 has 1013 isomers. 6 The four most stable isomers of hydrofullerene C60H3o with T-, Th-, D3a-, and D3a--symmetry are considered in the literature. They differ in arrangement of 12 double bonds on the molecular surface which remain after hydrogenation of C60 (Fig. 1). In the isomer with T-symmetry, 12 double bonds form four isolated benzene rings located in vertices of an imaginary inscribed tetrahedron on the molecular surface. In the isomer with Th-symmetry, 12 isolated double bonds are arranged in five-membered tings, whereas in the isomers With D3d-and D3a,-symmetry, six double bonds are located on poles of the molecule as benzene rings, and the other six double bonds are parallel to the equator of the molecule (D3d) or are arranged at an angle to the equator (D3d.). Our studies of C60H36 by 13C and IH NMR, 4,s X-ray photoelectron, and emission spectroscopy 7,s showed that the hydrofullerene is, most probably, an isomer with T-symmetry. Electrochemical study of hydrofullerene can provide ad...

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“…Concentration of the reagents increases with time [153]. The introduction of platinum provides lower temperature of the beginning of fullerene reduction by dihydroanthracene unlike a non-catalytic process [154,155] of hydrogen transfer from DHA to fullerene (513 and 623 K, respectively).…”

Section: Fig 23 Herementioning

confidence: 99%

Catalysts for C–H functionalization: Platinum, gold and even nanodiamonds

Shestakov

Gol’dshleger

2015

Journal of Organometallic Chemistry

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Preparation and study of hydrides of fullerenes C60 and C70

Cited by 33 publications

References 22 publications

First Homopolymerizable Monomer Containing [C₆₀]Fullerene as a Monoadduct Substituent

First Homopolymerizable Monomer Containing [C₆₀]Fullerene as a Monoadduct Substituent

Electrochemical behavior and parameters of hydrofullerene C60H36

Catalysts for C–H functionalization: Platinum, gold and even nanodiamonds

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Preparation and study of hydrides of fullerenes C60 and C70

Cited by 33 publications

References 22 publications

First Homopolymerizable Monomer Containing [C60]Fullerene as a Monoadduct Substituent

First Homopolymerizable Monomer Containing [C60]Fullerene as a Monoadduct Substituent

Electrochemical behavior and parameters of hydrofullerene C60H36

Catalysts for C–H functionalization: Platinum, gold and even nanodiamonds

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First Homopolymerizable Monomer Containing [C₆₀]Fullerene as a Monoadduct Substituent

First Homopolymerizable Monomer Containing [C₆₀]Fullerene as a Monoadduct Substituent